Santalol carbonate.



' wood oil.

i UNITED STATES-PATENT ost ich,

HERMANN VIETH, OF LUDWIGSHAFENDN-TIIE-RHINE, GERMANY, AssIoN'oR o KNOLL& 00., OF LUDWIGSHAEEN, GERMANY, A FIRM.

SANTALOL CARBONATE. I

Specification of Letters Patent.

Patented Aug. 6, 1907.

Original application filed November 8, 1905, Serial No. 286,441 Dividedand this application filed March 22, 1907. Serial No. 363,930.(Specimens) I To all whom it may concern:

Be it known that I, HERMANN VIE'ru, Ph. D., a

citizen of the Empire of Germany, residing in Ludwigshafen-on-the-Rhine,in said Empire of Germany, have invented certain new and usefulImprovements in Neutral Acidesters of the Sandalwood-Oil and Processesof Making the Stone, of which the following is a specification. V

Sandalwood oil consists mainly of a mixture of two isomere terpenealcohols, santalol A and sant-alol B, which have almost the sameproperties and the same characteristics when subjected toesterification. The

specific gravity of pure sandalwood oil is about 0.98.

The preparations made from sandalwood oil are largely used in thetreatment of diseases of the bladder, but they are objectionable onaccount of their disagreeable taste and the irritating effect which theyexert on the stomach and other internal organs. The already known acetylderivatives, and even in a higher degree the acid phthalic acidester,are open to the same objection. I have discovered that thesedisadvantages of the sandalwood oil audits preparations can be obviatedby converting them into neutral esters of the monobasic aromatic acids,such as 'benzoic acid, salicylic acid and cinnamic acid, which form the.subjectmatter of a separate application for Letters Patent, filedNovember 8, 1905, Serial No. 286,441: I have also found that sandalwoodoil forms with the neutral esters of the multibssic acids, especiallycarbonic acid, in.- sipid and non-in-itatiug substances which are betteradapted for medicinal use than, the ordinary sandal The neutral carbonicacid ester of santalol is pre: pared in the following manner accordingto the following equation:

zc n oru monocrnonco: (o n onco +2CGH4OCHBOYL l kilogram of guaiacolcarbonate is heated with 2 kilograms of santalol, preferably in vacuo,to about 170 to 180 0.. until all the guaiacol is, distilled off. The re7 I santalol by washing with diluted alcohol until the oil remainingundissolved does not taste any moreoi santalol. Santalol and, guaiacolcarbonate are oth dissolved by diluted alcohol. The guaiacol carbonatemay be replaced by oi her carbonates, such as diphenyl carbonate. andsant-alol by the corresponding quantity of sandalwood oil.

The santalol carbonate is a light-colored oil of neutral reaction. itsspecific gravity is 1.0582 at 15 0. it is almost tasteless and odorlessand insoluble in Water; it splits, when heated with alcoholic soda lye,into carbonic acid and santalol. It dissolves an absolute alcohol, otherand chloroform in the cold; its soliihility in alcohol decreases withthe dilution of the same.-

Having thus described my invention, 1 claim as new and desire to secureby Letters Patent:

1. The process herein described of producing insipid neutral carbonicacid esters of santalol, which consists in heating sandalwood oil withneutral carbonic acid esters, and then washing the product with dilutedalcohol for removing the unconverted carbonic acid esters and santalol.

2. As a new article of manufacture, insipid neutral carbonic acid estersof snutalol, obtained by reacting snndnlwp od oil with neutral carbonicacid esters, forming u thick ,yeliowlsh oil of a specific gravity 01'-about 1.0582

'which, vhen heated with on alcoholic solution of caustic soda, is splitinto santiilol and sodium carbonate, and dissolving in alcohol, otherand chloroform in the cold.

its solubility in alcohol decreasing with the dilution of the same.

in testimony, that I claim theforegoing as my invention, I have signedmy name in presence of two subscrilr ing' witnesses. I

IIERMANN VIETIL Witnesses:

J us, lI. Licu'rn.

